Holiday rentals in Little Witcombe

Rivendell Annex close to Cheltenham

The Annex is a completely self contained open plan 2 double bedroomed groundfloor apartment with patio area and off road parking. The entrance has a small 7inch step - once inside bedrooms bathroom kitchen dining and lounge areas are on one level. Access to the patio via patio doors - 3 small steps, each 5inches in height and another smaller step leads to the main garden. Situated within easy access to the M5 motorway and close to local bus routes ideal for exploring pretty Cotswold villages.

Family · Location · Biking

The Cottage, a cosy, peaceful, rural retreat

Nestled on the side of a hill within a small hamlet close to both Cheltenham and Gloucester and situated on the edge of the Cotswolds escarpment in an area of outstanding natural beauty the cottage annex offers peace, privacy and pretty views. It is an ideal place to stay for the Cheltenham Races and the local annual Cheese Rolling event, the Cotswold Way is on the doorstep, perfect for exploring the stunning countryside. With pretty enclosed gardens it is perfect for relaxing inside and out.

Location · Family · View

Breathtaking Cotswolds Restored Chapel Valley View

Step into a rare and remarkable stay at ‘The Old Church’, a lovingly restored & renovated 1820s chapel nestled on the hillside in the idyllic Cotswolds village of Sheepscombe. This enchanting property blends timeless character & period charm with a relaxing contemporary feel. A truly unique picturesque countryside escape. Located in a tranquil woodland setting on the edge of Blackstable Nature Reserve with scenic valley walks, a rustic village setting, a playground & lovely pub down the lane.

Location · Value · Access

Historic Cotswolds Farmhouse for Groups and Family

Impressive 16th-century Grade II listed Cotswolds farmhouse set within peaceful countryside, designed for landmark gatherings of families and friends staying 4–7 nights. Sleeping up to 14 across six bedrooms, the house offers generous living and dining spaces, two fireplaces, enclosed private garden with pond, and room for everyone to relax together. Guests enjoy fast fibre Wi-Fi, shared games room, landscaped grounds and easy parking. A historic country retreat created for meaningful escapes.

Location · Family · TV

Wayside Retreat - Shepherds Hut & Hot Tub 6 seater

Get cosy in our romantic Cotswold hideaway and enjoy stunning views of the Cotswolds, local beautiful walks, log fires, hot tub stars at night and visit the historic city of Gloucester and spa town of Cheltenham. Ideal for Cheltenham races. Nestled in the heart of the stunning Cotswolds countryside, our Wayside Retreat hut provides the perfect location for a relaxing break. Just a stone throw from the Cotswold Way with many other beautiful walks on the doorstep, its a great choice for walkers.

Family · Location · Walkability

Quiet grade 1 listed entire cottage in Cotswolds

A bright and recently modernised grade 1 listed Cotswold stone cottage, 100 yards from the Cotswold Way with breathtaking views down the Stroud Valley, its own parking and secluded outdoor eating. Filled with natural light, it is very peaceful and extremely comfortable with luxury bedding (super king or twin bed) and kitchen. An idyllic spot for walking, cycling, exploring the local scenery or simply escaping the city Painswick is 10 minutes from Stroud ( 87 mins hourly train to London).

Location · Value · Outdoor spaces

Cosy dog friendly self contained Annexe

2 person dog friendly self catering ground floor annexe. Set in a peaceful 5 1/2 acre smallholding surrounded by countryside and farm land. Has it's own private enclosed garden and our hay field for dog exercise. Whether you are wanting time away or visiting the area for business or family, the annexe is ideally situated for both. With Cheltenham only 4.5 miles, Cotswolds nearby and M5 Motorway easily accessible. There are local dog friendly pubs and more amenities in the surrounding area.

Family · Location · Bathroom

C15th Quiet Cotswold Hillside Barn: stunning Views

A beautiful stylish 15th century south facing stone barn; tastefully refurbished on our organic farm. Quiet, spacious, comfortable & cosy (a wood-burner); bedroom balcony & garden terrace with far reaching views of the Cotswold valleys & village church Our farm was one of Henry VIII hunting lodges, backing onto ancient beech woods, ~ footpaths from the door. Easily accessible to Stroud's famous market, Cheltenham races, Roman villas, village pubs! (2 adults & 2 children are welcome)

Family · Value · Cleanliness

The Organic Cotswolds Cowshed

The Organic Cotswolds Cowshed Set in the heart of The Cotswolds, one of the most beautiful areas in the UK, we are offering the most organic and toxic free environment that we can for our guests which may be important to you if you are allergic or intolerant to such things as added fragrance to laundry soap or the chemicals used in non-bio cleaning chemicals and sprays. I also have a shepherds hut on the property that sleeps two. See my other listing 1 DOG welcome. No other pets

Location · Value · Biking

Quiet Edwardian era House, Painswick

Welcome to our family owned Edwardian era house situated in Painswick. Renovated with hosting in mind, we'll have everything you need for a relaxing stay. Situated just off the Cotswold Way national trail, it's the perfect pit-stop for keen walkers (or runners!). If sight seeing is more your thing, the popular 18th Century Rococo Garden is just a 5 minute walk away. Ideally located for travel to Stroud, Cheltenham, Cirencester and Gloucester all within a 20 min drive.

Family · Value · Decor

Boucher Farm Barn

Step into our exquisitely restored barn conversion set within the grounds of our 17th century farmhouse. The barn is a private escape nestled in the heart of the Cotswolds, where centuries old beams meet contemporary comfort. The spacious bedrooms offer soft linens, dreamy countryside views and a deep sense of calm. From picturesque walks and pretty villages to fine dining and wholesome days out, everything you need for your stay is right on your doorstep.

Family · Location · Bathroom

Leafield House, pet friendly near Cheltenham

Tucked away on the edge of the Cotswolds, Leafield House is an elegant countryside escape designed for gatherings with family and friends. Spacious, stylish, and filled with light, it balances homely comfort with refined touches – from the bold green kitchen and grand dining room to the serene sitting room and restful bedrooms. Outside, the garden opens to sweeping views and wide skies, offering everything from sunny breakfasts to starlit evenings.

Value · Family · Hospitality